The desymmetrisation of resorcinol: The synthesis of resorcinol monoalkyl ethers

Jonathan Y. Boxhall, Philip C. Bulman Page, Yohan Chan, Colin M. Hayman, Harry Heaney, Matthew J. McGrath

Research output: Contribution to journalArticle

19 Citations (Scopus)

Abstract

The desymmetrisation of resorcinol to give 3-alkoxyresorcinol derivatives can be achieved in excellent yields either from resorcinol monobenzoate and alcohols using Mitsunobu reactions followed by hydrolysis using a strong base or by using 3-iodophenylbenzyl ether as a resorcinol monobenzyl ether equivalent in reactions with alcohols catalysed by copper(I)-9,10-phenanthroline followed by ammonium formate-palladium catalysed hydrogenolysis.
Original languageEnglish
Pages (from-to)997-1001
Number of pages5
JournalSynlett
Issue number7
DOIs
Publication statusPublished - Jun 2003

Keywords

  • Mitsunobu reactions
  • ARYL
  • CALIX<4>RESORCINARENE DERIVATIVES
  • caesium carbonate
  • hydrolyses
  • ANALOGS
  • PHOSPHATE
  • KADSURENONE
  • 9
  • copper(I) iodide
  • 10-phenanthroline

Cite this